CREATINE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C4H9N3O2
Molecular Weight	131.1332
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CN(CC(O)=O)C(N)=N

InChI

InChIKey=CVSVTCORWBXHQV-UHFFFAOYSA-N

InChI=1S/C4H9N3O2/c1-7(4(5)6)2-3(8)9/h2H2,1H3,(H3,5,6)(H,8,9)

HIDE SMILES / InChI

Molecular Formula	C4H9N3O2
Molecular Weight	131.1332
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Description
Sources: https://www.ncbi.nlm.nih.gov/mesh/68003401 | http://www.hmdb.ca/metabolites/HMDB0000064

Creatine is an amino acid that occurs in vertebrate tissues and in urine. It is synthesized mainly in the liver from three different amino acids: arginine, glycine, and methionine. In skeletal muscles, which store 95% of it, creatine generally occurs as phosphocreatine. The rest is stored in the brain, heart, and testes. Creatine functions as part of the cell's energy shuttle. It is excreted as creatinine in the urine.

Approval Year

PubMed

Title	Date	PubMed
Acute quadriceps compartment syndrome and rhabdomyolysis in a weight lifter using high-dose creatine supplementation.	2000 Mar-Apr	10764196
Tubular cell senescence and expression of TGF-beta1 and p21(WAF1/CIP1) in tubulointerstitial fibrosis of aging rats.	2001 Feb	11170790
Protection against cellular damage in the rat heart by iodoacetate.	2001 Feb	11170788
Reproducibility of hippocampal single-Voxel proton MR spectroscopy and chemical shift imaging.	2001 Feb	11159110
Inhibition of p38 MAPK alpha/beta reduces ischemic injury and does not block protective effects of preconditioning.	2001 Feb	11158945
Emergency department evaluation of chest pain using exercise stress echocardiography.	2001 Feb	11157301
Effect of elbow joint angle on the magnitude of muscle damage to the elbow flexors.	2001 Jan	11194107
Evidence of axonal damage in the early stages of multiple sclerosis and its relevance to disability.	2001 Jan	11176938
Evaluation of the dystrophin-glycoprotein complex, alpha-actinin, dysferlin and calpain 3 in an autosomal recessive muscular dystrophy in Labrador retrievers.	2001 Jan	11166165
Myoglobin and creatine kinase isoenzyme MB mass assays: intermethod behaviour of patient sera and commercially available control materials.	2001 Jan	11163023
Q-wave evolution of a first acute myocardial infarction without significant ST segment elevation.	2001 Jan	11150626
Insulin produces myogenesis in C2C12 myoblasts by induction of NF-kappaB and downregulation of AP-1 activities.	2001 Jan	11147817
Effect of oral creatine supplementation on human muscle GLUT4 protein content after immobilization.	2001 Jan	11147785
Effect of abciximab on cardiac enzyme elevation after transluminal extraction atherectomy (TEC) in high-risk saphenous vein graft lesions: comparison with a historical control group.	2001 Jan	11146520
Supplemental creatine may decrease serum homocysteine and abolish the homocysteine 'gender gap' by suppressing endogenous creatine synthesis.	2001 Jan	11133246
Tissue engineering of functional cardiac muscle: molecular, structural, and electrophysiological studies.	2001 Jan	11123231
Direct activation of mitochondrial K(ATP) channels mimics preconditioning but protein kinase C activation is less effective in middle-aged rat hearts.	2001 Jan	11121796
Axonal damage in multiple sclerosis plaques: a combined magnetic resonance imaging and 1H-magnetic resonance spectroscopy study.	2001 Jan 1	11137520
Altered mitochondrial sensitivity for ADP and maintenance of creatine-stimulated respiration in oxidative striated muscles from VDAC1-deficient mice.	2001 Jan 19	11044447
Dysarthria as the leading symptom of hypothyroidism.	2001 Jan-Feb	11172218
An (1)H-MRS evaluation of the phosphocreatine/creatine pool (tCr) in human muscle.	2001 Mar	11171670
Mechanical load increases muscle IGF-I and androgen receptor mRNA concentrations in humans.	2001 Mar	11171591
Creatine transporter protein content, localization, and gene expression in rat skeletal muscle.	2001 Mar	11171559

Patents

Substance Class	Chemical Created by `admin` on `Fri Dec 15 15:00:31 GMT 2023` Edited by `admin` on `Fri Dec 15 15:00:31 GMT 2023`
Record UNII	MU72812GK0
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

CREATINE

Official Name

English

COSMOCAIR C 100

Common Name

English

CREATINE [VANDF]

Common Name

English

(N-(AMIDINO)-N-METHYLAMINO)ACETIC ACID

Systematic Name

English

NSC-8752

Code

English

CREATINE [USP-RS]

Common Name

English

(.ALPHA.-METHYLGUANIDO)ACETIC ACID

Common Name

English

GLYCINE, N-(AMINOIMINOMETHYL)-N-METHYL-

Systematic Name

English

Creatine [WHO-DD]

Common Name

English

NEOTINE

Common Name

English

CREATINE [MI]

Common Name

English

CREATINE [HSDB]

Common Name

English

KREATINUM

Common Name

English

CREATINE [II]

Common Name

English

N-AMIDINOSARCOSINE

Systematic Name

English

N-(AMINOIMINOMETHYL)-N-METHYLGLYCINE

Systematic Name

English

CREATINE [INCI]

Common Name

English

N-METHYL-N-GUANYLGLYCINE

Systematic Name

English

METHYLGLYCOCYAMINE

Systematic Name

English

Classification Tree Code System Code

LOINC

53074-1